5

Chaplin, CT Houses for Sale

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  • /40

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,979 Sq Ft

    69 N Bedlam Rd, Chaplin, CT 06235

    Opportunity knocking again! Prior buyer's financing fell through. Welcome to your New England Equestrian Trial Riders Dream property! Featuring a lovingly preserved and updated antique Cape Cod home, a 40x50' newer five-stall barn with heated tack room and workshop located on a country road with almost 6 private acres of picturesque fenced pasture land adjacent to over 200 acres of preserved land

    Tammy Lucier eXp Realty

    69 N Bedlam Rd, Chaplin, CT 06235
  • /24

    $354,900

    • 5 Beds
    • 3.5 Baths
    • 2,496 Sq Ft

    385 Hampton Rd, Chaplin, CT 06235

    Set on a private 25-acre lot, this spacious Colonial-style home offers the perfect blend of flexibility, comfort, and convenience. The main level features a bright living room with a fireplace, hardwood floors, a large kitchen, 3 bedrooms, and 2 full bathrooms, including a primary suite with its own bath. The attached in-law unit provides an ideal setup for extended family or guests, offering its

    Jolanta Rojek eXp Realty

    385 Hampton Rd, Chaplin, CT 06235
  • /5

    $295,000

    • 3 Beds
    • 2 Baths
    • 1,652 Sq Ft

    337 Hampton Rd, Chaplin, CT 06235

    This three-bedroom, two-bathroom home, situated on two acres conveniently located off Route 6, offers a detached one-car garage with a loft and man door. It is equipped with a fireplace featuring a Heatilator, generator hookup, security system and a spacious sunroom. This property presents ample renovation opportunities to customize it to your preferences.

    Franchesca Pescatello Prue Realty LLC

    337 Hampton Rd, Chaplin, CT 06235
  • /21

    $425,000

    • 3 Beds
    • 2 Baths
    • 2,438 Sq Ft

    60 Chaplin St, Chaplin, CT 06235

    Welcome to the original parsonage of the Chaplin Congregational Church in the historic district in Chaplin! In 1837, the land was purchased from Luther Ridley. This spacious home was constructed in 1840. The parsonage has been home to many ministers and their families. The front parlor has seen many functions through the years, including weddings. The Ladies Aid Society has used the upstairs

    Deb Chabot RE/MAX One

    60 Chaplin St, Chaplin, CT 06235
  • /40

    $789,000

    • 4 Beds
    • 2.5 Baths
    • 2,900 Sq Ft

    287 S Bear Hill Rd, Chaplin, CT 06235

    If you are looking for everything this is the home for you. Home sits on 3.39 acres of beautiful land with a 36x48 Morton barn that has 2 stalls but could be 6, or if you want a kennel it is set up with 5 doggy doors into barn has water and electric and can be heated if you want. Nice areas for pasture and also a chicken coop with water and electric. The home has been completely renovated in the

    Jeanne Crum Home Selling Team

    287 S Bear Hill Rd, Chaplin, CT 06235

Why Live in Chaplin

Chaplin, nestled in the rolling hills of northeastern Connecticut, provides a rural lifestyle with the Natchaug River running through its center. This small Windham County community, home to fewer than 2,200 residents, is surrounded by state-owned forests, offering a peaceful setting. Properties in Chaplin are spacious, often covering several acres, and feature a variety of home styles including ranch-style homes, Cape Cods, farmhouses, and historic 19th-century houses in the Chaplin Historic District. The crime risk in Chaplin is lower than the national average. For higher education, the University of Connecticut and Eastern Connecticut State University are less than 10 miles away. Outdoor activities abound with Edward Garrison Park, which includes a playground, baseball diamond, and disc golf course, as well as Hubbard Sanctuary and Agnes’ Pasture with nearly 2 miles of trails. Diana’s Pool, a popular spot along the Natchaug River, and Mansfield Hollow State Park, just over 5 miles away, offer additional recreational opportunities. Dining options in Chaplin include The Baker’s Dozen and Blondie’s Country Diner, while shopping needs are met in nearby Windham, about 7 miles away. Chaplin is accessible via State Route 198 and U.S. Route 6, with regional bus services and a park-and-ride lot available for commuters.

Home Trends in Chaplin, CT

Housing Trends

Median Sale Price
$360,000
Median Single Family Sale Price
$358,750
Median Townhouse Sale Price
$442,000
Average Price Per Sq Ft
$238
Number of Homes for Sale
6
Last 12 months Home Sales
25
Months of Supply
2.90
Median List Price
$350,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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